Water → HCID 10113201, compound

HRID 1271618Notes

Reaction equation

HRID 1271618 reaction equation
Cl.[CH3:2][S:3]([N:6]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[C:8]2([CH2:13][CH2:12][NH:11][CH2:10][CH2:9]2)[CH2:7]1)(=[O:5])=[O:4].[OH-].[Na+].[CH2:22]1[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[CH2:24][CH:23]1[NH:31][C:32](=O)[O:33]C1C=CC=CC=1.O>CS(C)=O>[CH2:24]1[C:25]2[C:30](=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH2:22][CH:23]1[NH:31][C:32]([N:11]1[CH2:10][CH2:9][C:8]2([C:14]3[C:19](=[CH:18][CH:17]=[CH:16][CH:15]=3)[N:6]([S:3]([CH3:2])(=[O:4])=[O:5])[CH2:7]2)[CH2:13][CH2:12]1)=[O:33]

Participants

6

Reactant 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 219560841-(Methylsulfonyl)spiro[indoline-3,4'-piperidine] hydrochlorideHCID 22936230HCID 22936230, compound

Product 1

HCID 10113201HCID 10113201, compoundYield 77.4%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

1-Methanesulfonylspiro[indoline-3,4′-piperidine]hydrochloride (60 mg) and 10M aqueous sodium hydroxide (33 μL) were added to a solution of phenyl N-(2-indanyl)carbamate (50 mg) in dimethyl sulfoxide (2 mL), and the mixture was stirred at room temperature for one hour. The reaction mixture was poured into water, and extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and concentrated. The residue was washed with ethyl acetate to give the title compound (65 mg) as a colorless crystal.

Workup

  1. extractionextracted with ethyl acetate
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. concentrationconcentrated
  4. washThe residue was washed with ethyl acetate

Sources & evidence

ORD record
ord-145ff30bdd7e4cb5a731886cd8f04f81
Source dataset
uspto-grants-2007_04
Patent number
US07205417B2

Reaction notes

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